Azophenol dyes having the permethylated cyclodextrin and/or crown moieties have been synthesized. Compound 1 provides critical information on discriminating 1-3° amines with unique color changes. Addition of 1° and 2° amines to 1 shifts the absorbance maximum of 1 from 380 to ∼580 and ∼530 nm, respectively, but no change is observed with 3° amines. The high selectivity of 1 is mainly due to H-bonding between the ammonium H atoms of the amine and oxygen atoms of the crown-6.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry